Diverse reactivity of α‐carbanions derived from alkylidenephosphoranes toward 2‐(1λ5‐diazynylidene)‐1H‐indene‐1,3‐(2H)dione. General approach to conjugated oxadiazines, pyridazines and spiro[3]pyrazoles

Abstract magnified image Different types of phosphonium carbanions were applied to 2‐diazonio‐1,3‐dioxo‐2,3‐dihydro‐1H‐inden‐2‐ide (1) in order to synthesize a number of condensed and fused N‐heterocycles. When 1 was treated with cyanomethyltriphenylphosphonium chloride oxadiazine‐, and pyridazine derivatives were obtained whereas bis‐indanylidene derivatives resulted from the reaction of 1 with methyl_ and ethyltriphenylphosphonium bromides. On the other hand, a series of substituted and unsubstituted spiro[3′]pyrazoles were obtained from the di azo substrate when reacted with vinyl_and allyltriphenylphosphonium bromides.